Triptycene-based tetradentate platinum(II) complex and organic light-emitting diode material comprising same, device, and apparatus

Abstract

The present invention relates to the technical field of preparation of organic electroluminescent materials, and specifically relates to a triptycene-based tetradentate platinum(II) complex and an organic light-emitting diode material comprising same, a device, and an apparatus. In the present invention, a novel triptycene-based tetradentate platinum(II) complex phosphorescent material is obtained by introducing a highly sterically hindered triptycene into a carbazole moiety to modulate the sterical structure of molecules and simultaneously introducing a substituent into a benzene ring on a carbene at the upper-left position. Such material molecules can improve the color purity and device stability of the material. The compound provided by the present invention has high chemical stability and thermal stability and is readily applicable to the fabrication of evaporation-type OLED devices. The organic electroluminescent device manufactured using the triptycene-based tetradentate platinum(II) complex of the present invention as a light-emitting layer can improve current efficiency and prolong service life, and reduce the turn-on voltage.

Description

Distorene tetradentate platinum(II) complexes and their organic light-emitting diode materials, devices and apparatus Technical Field

[0001] This invention belongs to the field of organic electroluminescent material preparation technology, specifically relating to tetradentate platinum(II) complexes of dextrin and their organic light-emitting diode materials, devices and apparatuses. Background Technology

[0002] Organic light-emitting diodes (OLEDs) are a new generation of full-color display and lighting technology. Compared to liquid crystal displays (LCDs), which suffer from slow response times, narrow viewing angles, the need for backlighting, and high energy consumption, OLEDs, as self-emissive devices, do not require backlighting, making them energy-efficient. They also feature low driving voltage, fast response times, high resolution and contrast, wide viewing angles, and excellent low-temperature performance. OLED devices can be made thinner and can be fabricated into flexible structures. Furthermore, they offer advantages such as low production costs, simple manufacturing processes, and the ability to be mass-produced. Therefore, OLEDs have broad and enormous application prospects in high-end electronics and aerospace. With increasing investment, further research and development, and upgrades to production equipment, OLEDs have a very wide range of application scenarios and development prospects in the future.

[0003] The core of OLED development lies in the design and development of luminescent materials. Currently, almost all OLED devices utilize a host-guest luminescence mechanism in their luminescent layers. This involves doping the host material with a guest luminescent material. The host material generally has a higher energy level than the guest material, transferring energy from the host to the guest material, thus exciting the guest material to emit light. Commonly used organic phosphorescent guest materials are typically heavy metal atoms such as iridium(III), platinum(II), and palladium(II). Commonly used phosphorescent organic materials, mCBP (3,3′-bis(9-carbazolyl)-biphenyl) and 2,6-mCPy (2,6-bis(9-carbazolyl)-pyridine), possess high efficiency and high triplet energy levels. When used as organic materials, triplet energy can be effectively transferred from the luminescent organic material to the guest phosphorescent material. However, due to the easy transport of holes and the difficult flow of electrons in mCBP, and the poor hole transport in 2,6-mCPy, the charge imbalance in the luminescent layer results in reduced device current efficiency. Furthermore, the currently used heavy metal phosphorescent organic complex molecules are iridium(III) complex molecules, and their quantities are limited. The abundance of platinum in the Earth's crust and its annual global production are approximately ten times that of iridium. The price of IrCl3·H2O used to prepare iridium(III) complex phosphorescent materials is also significantly higher than that of PtCl2 used to prepare platinum(II) complex phosphorescent materials. In addition, the preparation of iridium(III) complex phosphorescent materials involves four steps: iridium(III) dimer formation, iridium(III) intermediate ligand exchange, mer-iridium(III) complex synthesis, and mer-to-fac-iridium(III) complex isomer conversion. This significantly reduces the overall yield, greatly decreasing the utilization rate of the raw material IrCl3·H2O and increasing the preparation cost of iridium(III) complex phosphorescent materials. In contrast, the preparation of platinum(II) complex phosphorescent materials only involves the final step of ligand metallization design of platinum salts, resulting in high platinum utilization and further reducing the preparation cost of platinum(II) complex phosphorescent materials. In summary, the preparation cost of platinum(II) complex phosphorescent materials is significantly lower than that of iridium(III) complex phosphorescent materials. However, the development of platinum complex materials and devices still faces some technical challenges. Reducing the height of the shoulder peak in the emission spectrum to improve the color purity of the material's molecular luminescence is particularly important for blue and deep blue luminescent materials, as it greatly affects the efficiency and energy utilization of top-emitting devices in commercial applications. Therefore, there is an urgent need to develop novel phosphorescent platinum(II) complexes. Summary of the Invention

[0004] In view of this, the purpose of this invention is to provide a tetradentate platinum(II) complex of dextrin and its organic light-emitting diode (OLED) material, device, and apparatus. This invention introduces a dextrin structural unit into the carbazole site, which allows for the control of the molecular spatial structure, giving it a three-dimensional configuration. This suppresses interactions between material molecules or between the material molecule and the host molecule, resulting in a low emission shoulder peak, improved emission color purity, and enhanced quantum efficiency. The material molecule can improve the current efficiency of organic electroluminescent devices, increase device lifetime, and reduce the operating voltage of the devices.

[0005] To achieve the above-mentioned technical objectives, the technical solution of the present invention is as follows:

[0006] This invention provides a tetradentate platinum(II) complex of dextrin, having the general structure shown in formula (I):

[0007] In equation (I), R 1 –R 5 R a R b R x Each can be used independently to represent monosubstituted to the maximum amount of substitution, or no substitution.

[0008] R 1 –R 5 Each of the following is independently selected from: hydrogen, deuterium, halogen, CN, substituted or unsubstituted C1–C30 alkyl, substituted or unsubstituted C3–C30 cycloalkyl, substituted or unsubstituted C3–C30 heterocycloalkyl, substituted or unsubstituted C6–C60 aryl, substituted or unsubstituted C6–C60 heteroaryl, substituted or unsubstituted C6–C60 diarylamino; and adjacent substituents may be linked to form a ring;

[0009] R a and R b Each is selected from one or more of the following, either identically or differently: hydrogen, deuterium, halogen, CN, substituted or unsubstituted C1–C30 alkyl, substituted or unsubstituted C6–C60 aryl, substituted or unsubstituted C5–C60 heteroaryl, and C6–C60 diarylamino.

[0010] R x Selected from one or more of deuterium, halogen, CN, substituted or unsubstituted C1–C30 alkyl, substituted or unsubstituted C3–C30 cycloalkyl, substituted or unsubstituted C3–C30 heterocycloalkyl, substituted or unsubstituted C6–C60 aryl, substituted or unsubstituted C6–C60 heteroaryl, substituted or unsubstituted C6–C60 alkylsilyl, substituted or unsubstituted C1–C30 dialkylamino, and substituted or unsubstituted C6–C60 diarylamino; Rx It can fuse with the substituted phenyl group to form a ring; when R 1 –R 5 R a R b R x When a substitution is involved, the substituent is selected from one or more of deuterium, halogen, C1–C10 alkyl, C3–C10 cycloalkyl, and C6–C30 aryl.

[0011] Furthermore, R 1 –R 5 Each is independently selected from one or more of the following: hydrogen, deuterium, F, CF3, CN, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isohexyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, phenyl, biphenyl, tert-butylphenyl, carbazolyl, dibenzofuranyl, dibenzothiophene, diisopropylamino, diphenylamino, tetrahydropyrrolyl, piperidinyl.

[0012] In formula (I), the hydrogen in the substituents can be partially or completely deuterated.

[0013] Furthermore, R a and R b Each is selected from one or more of the following, either identically or differently: hydrogen, deuterium, methyl, ethyl, isopropyl, and tert-butyl.

[0014] Furthermore, R x It is selected from one or more combinations of deuterium, F, CF3, CN, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isonyl, sec-nonyl, tert-nonyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, tert-butylphenyl, fluorenyl, carbazolyl, N-phenyl-carbazolyl, dibenzofuranyl, dibenzothiophene, diisopropylamino, diphenylamino, tetrahydropyrrolyl, piperidinyl, methylindenyl, tetrahydronaphthyl, spirofluorenyl, diisopropylamino, and diphenylamino.

[0015] Furthermore, the R xIt can be fused with the substituted phenyl group to form substituted or unsubstituted spirofluorenyl, substituted or unsubstituted carbazole, substituted or unsubstituted indene, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted carbazole, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl; when substituted, the substituted group is selected from one or more of deuterium, methyl, ethyl, isopropyl, tert-butyl, phenyl, tert-butylphenyl, and tetrahydronaphthyl.

[0016] Preferably, the discene tetradentate platinum(II) complex is selected from any one of the following chemical structures: where "D" represents deuterium:

[0017] Furthermore, the present invention also provides the application of the discene tetradentate platinum(II) complex having the structure shown in formula (I) above in the preparation of electronic devices.

[0018] Furthermore, the electronic devices include organic light-emitting diodes (OLEDs), organic integrated circuits (O-ICs), organic field-effect transistors (O-FETs), organic thin-film transistors (O-TFTs), organic light-emitting transistors (O-LETs), organic solar cells (O-SCs), organic optical detectors, organic photosensors, organic optoelectronic devices, organic field quenching devices (O-FQDs), light-emitting electrochemical cells (LECs), and organic laser diodes (O-lasers).

[0019] In another aspect, the present invention also provides an organic electroluminescent device comprising a cathode, an anode, and an organic functional layer therebetween; said organic functional layer comprising a tetradentate platinum(II) complex having the structure shown in formula (I) as described above.

[0020] Preferably, the organic functional layer includes a light-emitting layer containing a discene tetradentate platinum(II) complex having the structure shown in formula (I) as described above.

[0021] Furthermore, the light-emitting layer also contains a fluorescent dopant material; the fluorescent dopant material is preferably a boron-containing organic luminescent material.

[0022] In another aspect, the present invention also provides an organic optoelectronic device comprising: a substrate layer; a first electrode on the substrate; an organic light-emitting functional layer on the first electrode; and a second electrode on the organic light-emitting functional layer; wherein the organic light-emitting functional layer comprises a tetradentate platinum(II) complex having the structure shown in formula (I) above. For example, the tetradentate platinum(II) complex can be included as a light-emitting material in the organic light-emitting functional layer.

[0023] Furthermore, the organic light-emitting functional layer also contains any one or more fluorescent doping materials, wherein the fluorescent doping material is preferably a boron-containing organic luminescent material, and more preferably a phosphorus-sensitive boron-containing compound.

[0024] In this invention, organic optoelectronic devices can be fabricated by depositing metals or conductive oxides and their alloys onto a substrate using methods such as sputtering, electron beam evaporation, and vacuum deposition to form the anode. A hole injection layer, hole transport layer, light-emitting layer, air-blocking layer, and electron transport layer are then sequentially deposited onto the surface of the anode, followed by the deposition of the cathode. Alternatively, organic electroluminescent devices can be fabricated by depositing the cathode, organic layer, and anode onto a substrate in that order. The organic layer can also include a multilayer structure comprising a hole injection layer, a hole transport layer, a light-emitting layer, a hole-blocking layer, and an electron transport layer. In this invention, the organic layer is prepared using polymer materials via solvent engineering (spin-coating, tape-casting, doctor-blading, screen-printing, inkjet printing, or thermal imaging, etc.) instead of evaporation methods, which can reduce the number of device layers.

[0025] The present invention also provides a composition comprising a tetradentate platinum(II) complex having the structure shown in formula (I) above. Preferably, the composition further comprises a fluorescent dopant material, which is preferably a boron-containing organic luminescent material, more preferably a phosphorescently sensitizable boron-containing compound.

[0026] The present invention also provides a formulation comprising a tetradentate platinum(II) complex having the structure shown in formula (I) as described above and at least one solvent.

[0027] The solvent is not particularly limited and can be any solvent well known to those skilled in the art, such as unsaturated hydrocarbon solvents, halogenated saturated hydrocarbon solvents, halogenated unsaturated hydrocarbon solvents, ether solvents, or ester solvents; wherein the unsaturated hydrocarbon solvent is toluene, xylene, mesitylene, tetrahydronaphthalene, n-butylbenzene, sec-butylbenzene, or tert-butylbenzene; the halogenated saturated hydrocarbon solvent is carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, or bromocyclohexane; the halogenated unsaturated hydrocarbon solvent is chlorobenzene, dichlorobenzene, or trichlorobenzene; the ether solvent is tetrahydrofuran or tetrahydropyran; and the ester solvent is an alkyl benzoate ester.

[0028] The present invention also provides a display or lighting device comprising one or more of the organic electroluminescent devices or organic optoelectronic devices as described above.

[0029] Compared with the prior art, the beneficial effects of the present invention are:

[0030] This invention introduces sterically hindered discene into the carbazole moiety to regulate the molecular spatial structure, and simultaneously introduces a substituent into the benzene ring on the upper left carbene ring, resulting in a novel discene tetradentate platinum(II) complex phosphorescent material. This type of material molecule can improve the color purity and device stability. Firstly, the introduction of sterically hindered discene into the carbazole moiety can suppress interactions between material molecules or between the material molecule and the host molecule, giving the material molecule a low emission shoulder peak, improving its emission color purity, and simultaneously benefiting the improvement of the material's luminescence quantum efficiency. Secondly, the introduction of a substituent into the benzene ring on the upper left carbene ring can effectively reduce the conjugation of the benzene ring and the carbene ring system, preventing a large redshift in the emission spectrum, and simultaneously reducing the free rotation of the benzene ring, which also benefits the improvement of the material's luminescence quantum efficiency. The material molecule in this invention has high chemical and thermal stability, making it easy to fabricate vapor-deposited OLED devices. Organic electroluminescent devices fabricated using the discene tetradentate platinum(II) complex of this invention as the emitting layer can improve current efficiency and device lifetime, while reducing the turn-on voltage. Attached Figure Description

[0031] Figure 1 is a comparison diagram of the three-dimensional (3D) molecular spatial structures of the comparative compound PtON-TBBI and the compound of general formula (I) of the present invention;

[0032] Figure 2 is an electron and hole diagram of the T1 excited state of some metal complexes of the present invention;

[0033] Figure 3 is a comparison of the room temperature emission spectra of compounds Pt5 and R1 in dichloromethane solution;

[0034] Figure 4 is a comparison of the room temperature emission spectra of compounds Pt6 and R1 in dichloromethane solution. Detailed Implementation

[0035] The present invention will now be described in detail. The descriptions of the constituent elements described below are sometimes based on representative embodiments or specific examples of the present invention, but the present invention is not limited to such embodiments or specific examples.

[0036] The term "substituted" as used in this invention is intended to encompass all permissible substituents of organic compounds. In a broad sense, permissible substituents include acyclic and cyclic, branched and unbranched, carbocyclic and heterocyclic, and aromatic and non-aromatic substituents of organic compounds. Illustrative substituents include, for example, those described below. For a suitable organic compound, permissible substituents may be one or more, the same or different. For the purposes of this invention, it is not intended to limit the use of permissible substituents of organic compounds in any way. Similarly, the terms "substituted" or "substituted with" implicitly include the condition that such substitution conforms to the permissible valence of the substituted atom and the substituent, and that the substitution results in a stable compound (e.g., a compound that does not spontaneously undergo transformations (e.g., by rearrangement, cyclization, elimination, etc.)). It is also contemplated that, in some respects, unless explicitly stated to the contrary, individual substituents can be further optionally substituted (i.e., further substituted or unsubstituted).

[0037] When defining various terms, R 1 –R 5 R a R b R x In this invention, the general symbols are used to denote various specific substituents. These symbols can be any substituent, not limited to those disclosed in this invention, and while they may be defined as certain substituents in one case, they may be defined as other substituents in other cases.

[0038] As used in this invention, the term "alkyl" refers to a branched or unbranched saturated hydrocarbon group with 1 to 30 carbon atoms. Preferred alkyl groups are alkyl groups containing 1 to 24 carbon atoms, more preferably 1 to 9 carbon atoms. Examples include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, neopentyl, hexyl, heptyl, semi-alkyl, nonyl, decyl, dodecyl, tetradecyl, hexadecyl, eicosyl, tetracosyl, etc. The alkyl group may be cyclic or acyclic. It may be branched or unbranched. It may also be substituted or unsubstituted. For example, the alkyl group may be substituted with one or more groups, including but not limited to the optionally substituted alkyl, cycloalkyl, alkoxy, amino, halogen, hydroxyl, nitro, silyl, sulfoxo, or mercapto groups described in this invention.

[0039] As used in this invention, the term "cycloalkyl" refers to a non-aromatic carbon-based ring consisting of at least three carbon atoms, preferably an alkyl group containing 3 to 24 carbon atoms, more preferably 3 to 9 carbon atoms. Examples of cycloalkyl groups include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclononyl, adamantyl, etc. The term "heterocyclic alkyl" is a class of cycloalkyl groups as defined above and is included in the meaning of the term "cycloalkyl," wherein at least one ring carbon atom is substituted by a heteroatom, such as, but not limited to, nitrogen, oxygen, sulfur, or phosphorus. The cycloalkyl and heterocyclic alkyl groups may be substituted or unsubstituted. The cycloalkyl and heterocyclic alkyl groups may be substituted with one or more groups, including but not limited to alkyl, cycloalkyl, alkoxy, amino, halogen, hydroxyl, nitro, silyl, sulfo-oxo, or mercapto groups as described in this invention.

[0040] As used in this invention, the term "aryl" refers to any carbon-based aromatic group containing 6 to 60 carbon atoms, preferably aryl groups containing 6 to 30 carbon atoms, more preferably 6 to 18 carbon atoms. The carbon-based aromatic groups include, but are not limited to, phenyl, naphthyl, phenylnaphthyl, biphenyl, phenoxyphenyl, anthracene, phenanthrene, etc. The term "aryl" also includes "heteroaryl," which is defined as a group containing an aromatic group having at least one heteroatom introduced into the ring of the aromatic group. Examples of heteroatoms include, but are not limited to, nitrogen, oxygen, sulfur, and phosphorus; examples of heteroaryl groups include, but are not limited to, pyridinyl, pyrimidinyl, quinolinyl, benzofuranyl, benzothiopheneyl, carbazoleyl, dibenzofuranyl, dibenzothiopheneyl, pyrroleyl, piperidinyl, o-phenanthrolineyl, etc. Aryl groups may be substituted or unsubstituted. The aryl group may replace one or more groups, including but not limited to alkyl, cycloalkyl, alkoxy, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, aryl, heteroaryl, aldehyde, amino, carboxyl, ester, halogen, hydroxyl, carbonyl, azide, nitro, silyl, sulfo-oxo, or mercapto groups as described in this invention.

[0041] The term "halogen" as used in this invention refers to elements in Group VIIA of the periodic table, including fluorine (F), chlorine (Cl), bromine (Br), and iodine (I).

[0042] The terms compound or complex are used interchangeably in this invention. Additionally, the compounds disclosed herein have a neutral charge.

[0043] The coordination compounds disclosed herein are applicable to a wide variety of optical and electro-optic devices, including but not limited to light-absorbing devices such as solar and photosensitive devices, organic light-emitting diodes, light-emitting devices or devices capable of both light absorption and emission, as well as markers for biological applications.

[0044] As stated above, the disclosed compounds are platinum(II) complexes. Furthermore, the compounds disclosed herein can be used as luminescent materials for OLED applications, such as full-color displays.

[0045] The compounds disclosed herein can be used in a variety of applications. As luminescent materials, these compounds can be used in organic light-emitting diodes (OLEDs), light-emitting devices and displays, and other light-emitting devices.

[0046] In addition, compared with traditional materials, the compounds in this invention can improve luminous efficiency and device operating time when used in light-emitting devices (such as OLEDs).

[0047] The compounds disclosed in the embodiments of the present invention are applicable to a wide variety of optical and electro-optic devices, including but not limited to light-absorbing devices such as solar cells and photosensors, organic light-emitting diodes (OLEDs), light-emitting devices or devices that have both light absorption and light emission capabilities, and markers for use in biological applications.

[0048] The compounds disclosed herein can exhibit desired properties and have emission and / or absorption spectra that can be tuned by selecting suitable ligands. On the other hand, the invention excludes any one or more compounds, structures, or portions thereof specifically described herein.

[0049] The compounds of the present invention can be prepared using a variety of methods, including but not limited to those described in the examples provided herein.

[0050] It should be noted that the general description above and the detailed description below are merely illustrative and explanatory, and not limiting. This application can be more easily understood by referring to the following specific embodiments and examples contained therein.

[0051] Before disclosing and describing the compounds, devices, and / or methods of the present invention, it should be understood that they are not limited to specific synthetic methods (otherwise indicated) or specific reagents (otherwise indicated), as these are, of course, subject to variation. It should also be understood that the terminology used in this invention is for descriptive purposes only and is not intended to be limiting. While any methods and materials similar to or equivalent to those described in this invention may be used in this practice or experiment, exemplary methods and materials are described below. All raw materials and solvents used in the synthetic examples are commercially available unless otherwise specified, and the solvents were used directly without further processing.

[0052] The substrate described in this invention can be any substrate typically used in organic optoelectronic devices. It can be a glass or transparent plastic substrate, an opaque material such as silicon or stainless steel, or a flexible PI film. Different substrates have different mechanical strengths, thermal stability, transparency, surface smoothness, and water resistance, and their applications vary depending on their properties. As materials for the hole injection layer, hole transport layer, and electron injection layer, any known materials used in OLED devices can be selected, and this invention does not impose specific limitations.

[0053] Synthesis Examples

[0054] The examples of compound synthesis, composition, devices, or methods below are intended to provide a general approach to the industry and are not intended to limit the scope of this patent. While we have striven to ensure the accuracy of data (quantities, temperatures, etc.) mentioned in the patent, some errors may still exist. Unless otherwise specified, weighings are performed separately, temperatures are in °C or room temperature, and pressures are close to atmospheric pressure.

[0055] The examples below provide methods for preparing novel compounds, but the preparation of such compounds is not limited to these methods. In this field of expertise, since the compounds protected in this invention are easily modified and prepared, their preparation can be carried out using the methods listed below or other methods. The examples below are merely illustrative and are not intended to limit the scope of this patent. Temperature, catalyst, concentration, reactants, and reaction process can all be varied to select different conditions for preparing the compounds with different reactants.

[0056] 1 H NMR (500MHz), 1 H NMR (400MHz), 13 C10 NMR (126 MHz) spectra were measured on an ANANCE III (500 M) NMR spectrometer; unless otherwise specified, DMSO-d6 or CDCl3 containing 0.1% TMS was used as the solvent for NMR measurements. 1 When using CDCl3 as the solvent in ¹H NMR spectroscopy, TMS (δ = 0.00 ppm) is used as the internal standard; when using DMSO-d6 as the solvent, TMS (δ = 0.00 ppm), residual DMSO peak (δ = 2.50 ppm), or residual water peak (δ = 3.33 ppm) are used as the internal standard. 13In the 10⁻⁶ C NMR spectra, CDCl₃ (δ = 77.00 ppm) or DMSO-d₆ (δ = 39.52 ppm) were used as internal standards. HPLC-MS was performed on an Agilent 6210TOF LC / MS mass spectrometer; HRMS spectra were performed on an Agilent 6210TOF LC / MS liquid chromatography-time-of-flight mass spectrometer. 1 In the H NMR spectral data: s = singlet, d = doublet, t = triplet, q = quartet, p = quintet, m = multiplet, br = broad.

[0057] Synthetic route

[0058] Example 1: Tetradentate platinum(II) complex phosphorescent material Pt1

[0059] The synthesis route is as follows:

[0060] Synthesis of intermediate 1B: 1Br (10.4 g, 31.2 mmol, 1.0 equivalence), pinacol diborate (12.1 g, 37.4 mmol, 1.2 equivalence), dichloro[1,1'-bis(diphenylphosphine)ferrocene]palladium (1.1 g, 1.5 mmol, 3 mol%), potassium acetate (9.2 g, 93.7 mmol, 3.0 equivalence), and dioxane (150 mL) were added to a reaction flask. The reaction was stopped at 80 °C for 24 hours, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 9.6 g of a white solid, yield 81%.

[0061] Synthesis of intermediate 1NO2: 1B (9.6 g, 25.4 mmol, 1.0 equivalent), 4-bromo-3-nitrobenzene ether (7.9 g, 30.5 mmol, 1.2 equivalent), tetrakis(triphenylphosphine)palladium (881 mg, 0.76 mmol, 3 mol%), potassium carbonate (7.0 g, 50.8 mmol, 2.0 equivalent), dioxane (200 mL), and water (50 mL) were added to a reaction flask. The reaction was stopped at 80 °C for 12 hours, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 7.8 g of a yellow solid, yield 75%. 1H NMR (500MHz, CDCl3) δ3.88 (s, 3H), 5.43 (s, 1H), 5.46 (s, 1H), 6.91 (dd, J = 7.5, 1.5Hz, 1H), 6.99-7.04 (m, 4H), 7.0 9(dd,J=8.5,3.0Hz,1H),7.25(d,J=8.5Hz,1H),7.30(d,J=2.5Hz,1H),7.32(d,J=2.0Hz,1H),7.38-7.42(m,5H).

[0062] Synthesis of intermediate 1NH: 1NO2 (7.4 g, 18.3 mmol, 1.0 equivalent) and triphenylphosphine (14.4 g, 54.8 mmol, 3.0 equivalent) were added to a reaction flask, along with o-dichlorobenzene (40 mL). The reaction was stopped at 180 °C for 13 hours, cooled to room temperature, concentrated, and purified by silica gel column chromatography to obtain 5.7 g of a light brown solid (containing two configurations), which was directly used in subsequent reactions. 1 H NMR (500MHz, CDCl3) δ3.86 (s, 3H), 5.48 (s, 1H), 5.53 (s, 1H), 6.79 (dd, J = 8.5, 2.0Hz, 1H), 6.8 4(d,J=2.0Hz,1H),6.96-7.01(m,4H),7.37-7.43(m,5H),7.82(d,J=8.5Hz,2H),7.95(s,1H).

[0063] Synthesis of intermediate 1OMe: A mixture containing 1NH (5.7 g, 15.2 mmol, 1.0 equivalence), 4-(tert-butyl)-2-chloropyridine (3.1 g, 18.2 mmol, 1.2 equivalence), tris(dibenzylacetone)palladium (417 mg, 0.45 mmol, 3 mol%), 6 mmol% 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (434 mg, 0.91 mmol, 6 mol%), and sodium tert-butoxide (2.9 g, 30.3 mmol, 2.0 equivalence) were added to a reaction flask, followed by toluene (60 mL). The reaction was carried out at 110 °C for 27 hours, then stopped. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 4.0 g of a brown solid, with a two-step yield of 43%. This solid was used directly in subsequent reactions. Synthesis of intermediate 1OH: 1OMe (4.0 g, 7.9 mmol, 1.0 equivalent), hydrobromic acid (4.3 mL, 79 mmol, 10.0 equivalent), and glacial acetic acid (2 mL) were added to a reaction flask. The reaction was stopped at 180 °C for 27 hours, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 3.3 g of a brown solid (85% yield). This solid was used directly in subsequent reactions. 1H NMR (500MHz, CDCl3) δ1.40 (s, 9H), 3.83 (s, 3H), 5.46 (s, 1H), 5.56 (s, 1H), 6.87 (dd, J = 8. 5,2.0Hz,1H),6.95-7.00(m,4H),7.18(d,J=2.0Hz,1H),7.30(dd,J=5.5,2.0Hz,1H),7.37 (d,J=2.0Hz,1H),7.37-7.38(m,1H),7.40-7.41(m,1H),7.42(d,J=2.0Hz,1H),7.55(d,J= 1.0Hz,1H),7.85(s,1H),7.88(d,J=8.5Hz,1H),8.00(s,1H),8.64(dd,J=5.5,0.5Hz,1H).

[0064] Synthesis of intermediate 1Cl: 1OH (4.8 g, 9.7 mmol, 1.0 equivalence), 1-chloro-3-iodobenzene (3.5 g, 14.6 mmol, 1.5 equivalence), 2-pyridinecarboxylic acid (478 mg, 3.88 mmol, 40 mmol%), cuprous iodide (369 mg, 1.94 mmol, 20 mmol%), and potassium phosphate (4.1 g, 19.4 mmol, 2.0 equivalence) were added to a reaction flask, followed by dimethyl sulfoxide (20 mL). The reaction was carried out at 100 °C for 14 hours, then stopped. After cooling to room temperature, the solution was concentrated, and silica gel column chromatography was performed to give 5.0 g of a white solid, yield 83%. 1 H NMR (500MHz, CDCl3) δ1.33(s,9H),5.47(s,1H),5.57(s,1H),6.89-6.91(m,1H),6.95(dd,J=8.5,2.0Hz,1H),7.00-7.04(m,6H),7.20(t,J=8. 0Hz,1H),7.26-7.29(m,2H),7.38(d,J=7.0Hz,2H),7.41-7.44(m,3H),7.87(s,1H),7.96(d,J=8.5Hz,1H),8.04(s,1H),8.60(d,J=2.5Hz,1H).

[0065] Synthesis of intermediate NH1: NH-A (1.0 g, 3.88 mmol, 1.2 mol / L) was added to a reaction flask, along with 1Cl (2.0 g, 3.2 mmol, 1.0 mol / L), tris(dibenzylacetone)palladium (92 mg, 0.1 mmol, 3 mol%), 2-(di-tert-butylphosphine)biphenyl (60 mg, 0.2 mmol, 6 mol%), and sodium tert-butoxide (615 mg, 6.4 mmol, 2.0 mol / L). Toluene (10 mL) was added. The reaction was stopped at 80 °C for 11 hours, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 2.5 g of a white solid (91% yield). This solid was used directly in subsequent reactions.

[0066] Synthesis of ligand L1: NH1 (2.5 g, 2.88 mmol, 1.0 equivalent) was added to a reaction flask, followed by ammonium hexafluorophosphate (938 mg, 5.76 mmol, 2.0 equivalent) and triethyl orthoformate (4 mL). The reaction was stopped at 80 °C for 40 minutes, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 2.5 g of a white solid, yield 88%. 1 H NMR (500MHz, CDCl3) δ1.01(d,J=7.0Hz,6H),1.21(d,J=7.0Hz,6H),1.39(s,9H),2.15(p,J=6.5Hz,2H),5.47(s, 1H),5.59(s,1H),6.96-7.03(m,4H),7.10(dd,J=8.5,2.0Hz,1H),7.26-7.34(m,4H),7.38(d,J=2.0Hz,1H),7.40 (d,J=2.0Hz,2H),7.41(s,1H),7.42-7.44(m,1H),7.44(d,J=2.0Hz,1H),7.52(dd,J=8.5,2.0Hz,3H),7.59-7.71 (m,4H),7.77(s,1H),7.87-7.93(m,1H),8.04(d,J=8.5Hz,1H),8.06(s,1H),8.57(d,J=5.5Hz,1H),9.61(s,1H).

[0067] Synthesis of Pt1: L1 (500 mg, 0.5 mmol, 1.0 equivalent), (1,5-cyclooctadiene)platinum(II) chloride (196 mg, 0.53 mmol, 1.05 equivalent), and sodium acetate (123 mg, 1.5 mmol, 3.0 equivalent) were added to a reaction flask, along with 30 mL of diethylene glycol dimethyl ether. The reaction was carried out at 150 °C for 20 hours, then stopped. After cooling to room temperature, the mixture was concentrated, and silica gel column chromatography was performed to give 184 mg of a pale yellow solid, with a yield of 35%. 1H NMR(500MHz, CDCl3)δ0.90(s,6H),1.11(s,6H),1.26(s,9H),3.06(s,2H),5.49(s,1H),5.58(s,1H),6 .02(dd,J=6.5,2.0Hz,1H),6.93(d,J=8.0Hz,1H),6.99-7.06(m,4H),7.16(dd,J=8.0,1.0Hz,1H),7.24 -7.27(m,3H),7.34(dt,J=8.0,3.0Hz,2H),7.39-7.44(m,4H),7.44-7.48(m,2H),7.61-7.64(m,1H),7.65(d, J=8.5Hz,1H),7.74(s,1H),7.86(d,J=2.0Hz,1H),7.98(s,1H),8.17(d,J=8.5Hz,1H),8.61(d,J=6.5Hz,1H).

[0068] Example 2: Tetradentate platinum(II) complex phosphorescent material Pt2

[0069] The synthesis route is as follows:

[0070] Synthesis of intermediate NH2: NH-B (5.0 g, 8.13 mmol, 1.05 mol) was added to a reaction flask, followed by 1Cl (4.8 g, 7.75 mmol, 1.0 mol), tris(dibenzylacetone)dipalladium (213 mg, 0.23 mmol, 3 mol%), 2-(dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl (219 mg, 0.46 mmol, 6 mol%), and sodium tert-butoxide (1.5 g, 15.5 mmol, 2.0 mol), and then toluene (50 mL). The reaction was carried out at 100 °C for 5 hours, then stopped. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 8.1 g of a white solid, in 88% yield. This solid was used directly in subsequent reactions.

[0071] Synthesis of ligand L2: NH2 (8.1 g, 6.84 mmol, 1.0 equivalent), ammonium hexafluorophosphate (2.23 g, 13.7 mmol, 2.0 equivalent), and triethyl orthoformate (10 mL) were added to a reaction flask. The reaction was stopped at 75 °C for 70 minutes, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 6.4 g of a light purple solid, yield 69%. 1H NMR (500MHz, CDCl3) δ1.02(s,36H),1.39(s,9H),1.50(s,9H),5.47(s,1H),5.58(s,1H),6.49-6.58(m,2H),6.96-6.99(m, 6H),6.99(dd,J=2.0,1.5Hz,2H),7.01(dd,J=7.5,1.5Hz,1H),7.13(dd,J=8.5,2.0Hz,1H),7.19(d,J=1.5Hz,2H),7.22(d,J =8.5Hz,1H),7.28(dd,J=6.5,1.5Hz,1H),7.30-7.32(m,1H),7.39(ddd,J=9.0,5.5,1.5Hz,5H),7.44(dt,J=7.0,1.5Hz,3H ),7.51(d,J=1.5Hz,1H),7.67(s,2H),7.80(s,1H),7.99(d,J=8.5Hz,1H),8.05(s,1H),8.58(d,J=5.5Hz,1H),9.09(s,1H).

[0072] Synthesis of Pt2: L2 (3.83 g, 2.11 mmol, 1.0 equivalent) and platinum dichloride (597 mg, 2.53 mmol, 1.2 equivalent) were added to a reaction flask, followed by N,N-dimethylformamide (17 mL). The mixture was bubbled with nitrogen to remove oxygen for 30 min. The reaction was stopped at 150 °C for 34 h, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 520 mg of a pale yellow solid, yield 27%. 1 H NMR(500MHz, CDCl3)δ0.73(s,36H),1.20(s,9H),1.47(s,9H),5.46(s,1H),5.62(s,1H),6.39(d,J=6.0 Hz,1H),6.85(d,J=8.0Hz,1H),6.93-7.00(m,5H),7.00-7.08(m,6H),7.17(td,J=8.0,4.0Hz,3H),7.24 (d,J=8.0Hz,1H),7.38(d,J=8.0Hz,1H),7.43(d,J=7.0Hz,2H),7.49(d,J=7.0Hz,2H),7.52(s,2H),7.6 7(d,J=8.5Hz,1H),7.76(s,1H),7.81(s,1H),7.92(d,J=8.5Hz,1H),8.02(s,1H),9.19(d,J=6.5Hz,1H).

[0073] Example 3: Tetradentate platinum(II) complex phosphorescent material Pt3

[0074] The synthesis route is as follows:

[0075] Synthesis of intermediate NH3: NH-C (419 mg, 1.01 mmol, 1.1 equivalents), 1Cl (600 mg, 0.97 mmol, 1.0 equivalents), tris(dibenzylacetone)dipalladium (27 mg, 0.03 mmol, 3 mol%), 2-dicyclohexylphosphine-2′,6′-dimethoxy-biphenyl (29 mg, 0.06 mmol, 6 mol%), 2-(di-tert-butylphosphine)biphenyl (17 mg, 0.06 mmol, 6 mol%), and sodium tert-butoxide (186 mg, 1.94 mmol, 2.0 equivalents) were added to a reaction flask, followed by toluene (6 mL). The reaction was carried out in an oil bath at 75 °C for 37 hours. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 380 mg of a light brown solid (41% yield). This solid was used directly in subsequent reactions.

[0076] Synthesis of ligand L3: NH3 (380 mg, 0.4 mmol, 1.0 equivalent), ammonium hexafluorophosphate (130 mg, 0.8 mmol, 2.0 equivalent), and triethyl orthoformate (2 mL) were added to a reaction flask. The reaction was stopped at 75 °C for 40 minutes, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 193 mg of a light brown solid, yield 44%. 1 H NMR (500MHz, CDCl3) δ1.39(s,9H),1.45(s,9H),5.47(s,1H),5.60(s,1H),6.56(s,1H),6.93(d,J=8.5Hz,1H ),6.96-7.01(m,4H),7.01-7.10(m,8H),7.10-7.15(m,4H),7.21(dd,J=9.0,3.0Hz,1H),7.24(s,1H),7.31(d d,J=5.5,1.5Hz,1H),7.38(d,J=2.0Hz,1H),7.39-7.40(m,1H),7.41-7.45(m,4H),7.46-7.51(m,H),7.51-7. 54(m,1H),7.59(s,2H),7.79(s,1H),8.05(d,J=8.5Hz,1H),8.08(s,1H),8.59(d,J=5.5Hz,1H),9.08(s,1H).

[0077] Synthesis of Pt3: L3 (100 mg, 0.09 mmol, 1.0 equivalent), (1,5-cyclooctadiene)diplatinum(II) chloride (41 mg, 0.11 mmol, 1.05 equivalent), and sodium acetate (25 mg, 0.3 mmol, 3.0 equivalent) were added to a reaction flask, followed by diethylene glycol dimethyl ether (6 mL). The reaction was carried out at 150 °C for 24 hours, then stopped. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 20 mg of a pale yellow solid, with a yield of 19%. 1 H NMR (500MHz, CDCl3) δ1.19(s,9H),1.47(s,9H),5.53(s,1H),5.66(s,1H),6.25(dd,J =6.0,2.0Hz,1H),6.87(d,J=8.0Hz,2H),7.01(d,J=2.5Hz,2H),7.02–7.08(m,7H),7. 17–7.25(m,4H),7.44–7.55(m,10H),7.26-7.29(m,2H),7.69(d,J=8.5Hz,1H),7.83( d,J=2.0Hz,1H),7.85(s,1H),7.95–7.99(m,1H),8.08(s,1H),9.07(d,J=6.2Hz,1H).

[0078] Example 4: Tetradentate platinum(II) complex phosphorescent material Pt4

[0079] The synthesis route is as follows:

[0080] Synthesis of intermediate NH4: NH-D (527 mg, 1.21 mmol, 1.0 equivalent), 1Cl (750 mg, 1.21 mmol, 1.0 equivalent), tris(dibenzylacetone)palladium (33 mg, 0.04 mmol, 3 mol%), 2-(di-tert-butylphosphine)biphenyl (24 mg, 0.08 mmol, 6 mol%), and sodium tert-butoxide (233 mg, 2.42 mmol, 2.0 equivalent) were added to a reaction flask, followed by toluene (8 mL). The reaction was carried out in an oil bath at 85 °C for 15 hours. After stopping the reaction, the mixture was cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 1.01 g of a light brown solid (83% yield). This solid was used directly in subsequent reactions.

[0081] Synthesis of ligand L4: NH4 (1.01 g, 1.01 mmol, 1.0 equivalent), ammonium hexafluorophosphate (329 mg, 2.02 mmol, 2.0 equivalent), and triethyl orthoformate (3 mL) were added to a reaction flask. The reaction was stopped at 75 °C for 60 minutes, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 530 mg of a purple solid, yield 46%. 1H NMR (500MHz, CDCl3) δ0.97(s,18H),1.38(s,9H),1.45(s,9H),5.47(s,1H),5.59(s,1H),6.76(d,J=2.0Hz,2H),6.80(t ,J=2.0Hz,1H),6.96-7.03(m,5H),7.15(ddd,J=7.5,5.0,2.0Hz,2H),7.22(t,J=2.0Hz,1H),7.31(dd,J=5.5,20Hz,1H), 7.37-7.40(m,2H),7.41-7.45(m,3H),7.48(d,J=8.0Hz,1H),7.50(t,J=2.0Hz,1H),7.52-7.63(m,5H),7.75(dd,J=8.0, 2.0Hz,1H),7.80(s,1H),7.94(d,J=2.0Hz,1H),8.00(d,J=8.5Hz,1H),8.06(s,1H),8.59(d,J=5.5Hz,1H),8.68(s,1H).

[0082] Synthesis of Pt4: L4 (200 mg, 0.17 mmol, 1.0 equivalent), (1,5-cyclooctadiene)platinum(II) chloride (68 mg, 0.18 mmol, 1.05 equivalent), and sodium acetate (42 mg, 0.51 mmol, 3.0 equivalent) were added to a reaction flask, followed by 10 mL of diethylene glycol dimethyl ether. The reaction was carried out at 150 °C for 24 hours, then stopped. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 55 mg of a pale yellow solid, with a yield of 26%. 1H NMR (500MHz, CDCl3) δ1.14(s,18H),1.19(s,9H),1.22(s,9H),5.44(s,1H),5.61(s,1H),6.18(dd,J=6.5,2.0Hz,1H), 6.62(d,J=8.0Hz,1H),6.84(t,J=8.0Hz,1H),6.99-7.08(m,4H),7.14-7.21(m,3H),7.29-7.34(m,3H),7.38(d,J=8.5 Hz,1H),7.41-7.45(m,2H),7.45-7.49(m,2H),7.50(dd,J=8.0,2.0Hz,1H),7.53-7.58(m,1H),7.73(t,J=8.5Hz,2H), 7.76(d,J=2.0Hz,1H),7.79(s,1H),7.90(d,J=2.0Hz,1H),7.99(d,J=8.0Hz,1H),8.03(s,1H),9.03(d,J=6.5Hz,1H).

[0083] Example 5: Tetradentate platinum(II) complex phosphorescent material Pt5

[0084] The synthesis route is as follows:

[0085] Synthesis of intermediate NH5: NH-E (243 mg, 1.01 mmol, 1.1 equivalence), 1Cl (600 mg, 0.97 mmol, 1.0 equivalence), tris(dibenzylacetone)palladium (27 mg, 0.03 mmol, 3 mol%), 2-(di-tert-butylphosphine)biphenyl (17 mg, 0.06 mmol, 6 mol%), and sodium tert-butoxide (186 mg, 1.94 mmol, 2.0 equivalence) were added to a reaction flask, followed by toluene (6 mL). The reaction was carried out in an oil bath at 75 °C for 37 hours. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 381 mg of a light brown solid (49% yield). This solid was used directly in subsequent reactions.

[0086] Synthesis of ligand L5: NH5 (381 mg, 0.47 mmol, 1.0 equivalent), ammonium hexafluorophosphate (153 mg, 0.94 mmol, 2.0 equivalent), and triethyl orthoformate (2 mL) were added to a reaction flask. The reaction was stopped at 75 °C for 35 minutes, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 330 mg of a pink solid, yield 73%. 1H NMR (500MHz, CDCl3) δ1.36(s,9H),1.37(s,9H),5.46(s,1H),5.57(s,1H),6.95-7.02(m,4H),7.05(dd,J=8.5,2. 0Hz,1H),7.20(t,J=2.0Hz,1H),7.27-7.31(m,2H),7.36-7.40(m,2H),7.41-7.45(m,3H),7.49-7.51(m,1H),7.52 (ddd,J=8.0,2.0,1.0Hz,1H),7.56(t,J=8.0Hz,1H),7.59-7.63(m,5H),7.65(dt,J=8.0,1.5Hz,1H),7.69(t,J=2. 0Hz,1H),7.70-7.73(m,1H),7.75(s,1H),8.00(d,J=8.5Hz,1H),8.03(s,1H),8.55(d,J=5.5Hz,1H),9.28(s,1H).

[0087] Synthesis of Pt5: L5 (200 mg, 0.21 mmol, 1.0 equivalent), (1,5-cyclooctadiene)platinum(II) chloride (82 mg, 0.22 mmol, 1.05 equivalent), and sodium acetate (52 mg, 0.63 mmol, 3.0 equivalent) were added to a reaction flask, followed by 12 mL of diethylene glycol dimethyl ether. The reaction was carried out at 150 °C for 24 hours, then stopped. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 78 mg of a pale yellow solid, with a yield of 37%. 1 H NMR (500MHz, CDCl3) δ1.01(s,9H),1.15(s,9H),5.40(s,1H),5.59(s,1H),5.86-5. 92(m,1H),6.99-7.04(m,4H),7.15(dd,J=8.0,1.0Hz,1H),7.24(d,J=10.0Hz,1H),7 .27-7.36(m,4H),7.37-7.40(m,4H),7.45(td,J=6.5,2.5Hz,5H),7.65-7.71(m,3H ),7.72(d,J=8.0Hz,1H),8.00(s,1H),8.10(d,J=8.5Hz,1H),8.61(d,J=6.5Hz,1H).

[0088] Example 6: Tetradentate platinum(II) complex phosphorescent material Pt6

[0089] The synthesis route is as follows:

[0090] Synthesis of intermediate NH6: NH-F (316 mg, 1.07 mmol, 1.1 equivalence), 1Cl (600 mg, 0.97 mmol, 1.0 equivalence), tris(dibenzylacetone)palladium (27 mg, 0.03 mmol, 3 mol%), 2-(di-tert-butylphosphine)biphenyl (17 mg, 0.06 mmol, 6 mol%), and sodium tert-butoxide (186 mg, 1.94 mmol, 2.0 equivalence) were added to a reaction flask, followed by toluene (6 mL). The reaction was carried out in an oil bath at 75 °C for 14 hours. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 631 mg of a light brown solid (69% yield). This solid was used directly in subsequent reactions.

[0091] Synthesis of ligand L6: NH6 (630 mg, 0.73 mmol, 1.0 equivalent), ammonium hexafluorophosphate (238 mg, 1.46 mmol, 2.0 equivalent), and triethyl orthoformate (2 mL) were added to a reaction flask. The reaction was stopped at 75 °C for 35 minutes, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 330 mg of a light purple solid, yield 80%. 1 H NMR (500MHz, CDCl3) δ1.37(s,18H),1.38(s,9H),5.46(s,1H),5.57(s,1H),6.96-7.02(m,4H),7.05(dd,J=8. 5,2.0Hz,1H),7.19(t,J=2.0Hz,1H),7.31(dt,J=7.5,2.0Hz,2H),7.38(d,J=2.0Hz,1H),7.38-7.40(m,1H),7. 41-7.43(m,1H),7.44(dd,J=8.0,2.0Hz,2H),7.50(dd,J=3.0,1.5Hz,3H),7.61-7.65(m,5H),7.68(t,J=2.0Hz ,1H),7.71-7.75(m,1H),7.76(s,1H),8.01(d,J=8.5Hz,1H),8.04(s,1H),8.57(d,J=5.5Hz,1H),9.28(s,1H).

[0092] Synthesis of Pt6: L6 (200 mg, 0.20 mmol, 1.0 equivalent), (1,5-cyclooctadiene)diplatinum(II) chloride (77 mg, 0.21 mmol, 1.05 equivalent), and sodium acetate (49 mg, 0.60 mmol, 3.0 equivalent) were added to a reaction flask, followed by 12 mL of diethylene glycol dimethyl ether. The reaction was carried out at 150 °C for 24 hours, then stopped. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 144 mg of a pale yellow solid, with a yield of 69%. 1H NMR (500MHz, CDCl3) δ1.16(s,9H),1.32(s,18H),5.41(s,1H),5.60(s,1H),6.05(dd,J=6.5,2 .0Hz,1H),7.00-7.06(m,5H),7.14(dd,J=8.0,1.0Hz,1H),7.28-7.33(m,2H),7.33-7.36(m,1 H),7.37(d,J=8.5Hz,1H),7.39-7.43(m,4H),7.44-7.48(m,3H),7.61(d,J=6.0Hz,3H),7.71- 7.75(m,2H),7.81(d,J=2.0Hz,1H),8.02(s,1H),8.21(d,J=8.5Hz,1H),8.67(d,J=6.5Hz,1H).

[0093] Example 7: Tetradentate platinum(II) complex phosphorescent material Pt7

[0094] The synthesis route is as follows:

[0095] Synthesis of intermediate 2Cl: 1OH (1.5 g, 3.04 mmol, 1.0 equivalent), 1-chloro-3-bromo-tert-butylbenzene (1.3 g, 4.56 mmol, 1.5 equivalent), 2-pyridinecarboxylic acid (150 mg, 1.22 mmol, 40 mmol%), cuprous iodide (116 mg, 0.61 mmol, 20 mmol%), and potassium phosphate (1.29 g, 6.08 mmol, 2.0 equivalent) were added to a reaction flask, followed by 15 mL of dimethyl sulfoxide. The reaction was carried out at 110 °C for 30 hours, then stopped. After cooling to room temperature, the solution was concentrated and purified by silica gel column chromatography to give 1.3 g of a white solid, yield 63%. 1 H NMR (500MHz, CDCl3) δ1.24(s,9H),1.33(s,9H),5.47(s,1H),5.57(s,1H),6.78(t,J=2 .0Hz,1H),6.95(dd,J=8.5,2.0Hz,2H),6.96-7.02(m,4H),7.05(t,J=1.5Hz,1H),7.27 (q,J=2.5Hz,2H),7.38(dd,J=7.0,1.5Hz,2H),7.40-7.42(m,1H),7.44(dd,J=8.5,1.0 Hz,2H),7.86(s,1H),7.95(d,J=8.5Hz,1H),8.04(s,1H),8.59(dd,J=5.5,0.5Hz,1H).

[0096] Synthesis of intermediate NH7: NH-B (1.2 g, 1.91 mmol, 1.0 equivalence) was added to a reaction flask, followed by 2Cl (1.3 g, 1.91 mmol, 1.0 equivalence), tris(dibenzylacetone)dipalladium (55 mg, 0.06 mmol, 3 mol%), 2-(dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl (52 mg, 0.11 mmol, 6 mol%), and sodium tert-butoxide (367 mg, 3.82 mmol, 2.0 equivalence), and then toluene (10 mL). The reaction was carried out at 90 °C for 24 hours, then stopped. After cooling to room temperature, the mixture was concentrated and purified by silica gel column chromatography to give 1.8 g of a light brown solid (80% yield). This solid was used directly in subsequent reactions.

[0097] Synthesis of ligand L7: NH7 (1.8 g, 1.52 mmol, 1.0 equivalent), ammonium hexafluorophosphate (496 mg, 3.04 mmol, 2.0 equivalent), and triethyl orthoformate (4 mL) were added to a reaction flask. The reaction was stopped at 75 °C for 60 minutes, cooled to room temperature, concentrated, and purified by silica gel column chromatography to give 300 mg of a light brown solid, yield 15%. 1 H NMR(500MHz, CDCl3)δ0.99(s,36H),1.23(s,9H),1.39(s,9H),1.49(s,9H),5.47(s,1H),5.59(s,1H),6.37(t,J=2.0Hz,1H),6 .69(t,J=1.5Hz,1H),6.95-6.97(m,5H),6.98-7.02(m,4H),7.14(t,J=2.0Hz,2H),7.20(t,J=1.5Hz,1H),7.25(s,1H),7.29(dd ,J=5.5,2.0Hz,1H),7.31(dd,J=5.5,1.5Hz,1H),7.35-7.38(m,3H),7.39-7.43(dd,J=15,1.5Hz,2H),7.45(dd,J=11.0,2.0Hz ,2H),7.53(d,J=1.5Hz,1H),7.65(s,2H),7.80(s,1H),8.00(d,J=8.5Hz,1H),8.06(s,1H),8.58(d,J=5.0Hz,1H),9.16(s,1H).

[0098] Synthesis of Pt7: L7 (150 mg, 0.11 mmol, 1.0 equivalent) and platinum dichloride (32 mg, 0.13 mmol, 1.2 equivalent) were added to a reaction flask, along with N,N-dimethylformamide (3 mL). The mixture was bubbled with nitrogen for 30 min to remove oxygen. The reaction was carried out at 150 °C for 24 hours, then stopped. After cooling to room temperature, the mixture was concentrated, and silica gel column chromatography was performed to give 44 mg of a pale yellow solid, with a yield of 28%. 1 H NMR(500MHz, CDCl3)δ0.73(s,36H),1.20(s,9H),1.41(s,9H),1.47(s,9H),5.45(s,1H),5.61(s,1H),6 .37(dd,J=6.0,2.0Hz,1H),6.85(d,J=8.0Hz,1H),6.94-6.99(m,5H),7.00-7.06(m,6H),7.18(t,J=7.5H z,2H),7.23(d,J=8.5Hz,1H),7.39(d,J=2.0Hz,1H),7.40-7.44(m,2H),7.46-7.54(m,4H),7.64(d,J=8. 0Hz,1H),7.75(s,1H),7.79(d,J=2.0Hz,1H),7.87(d,J=8.5Hz,1H),8.00(s,1H),9.15(d,J=6.0Hz,1H).

[0099] Example 8: Synthesis of Pt16

[0100] Pt16 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 463 mg, in 35% yield. Molecular weight [M+H] + :1307.50.

[0101] Example 9: Synthesis of Pt17

[0102] Pt17 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 438 mg, in 32% yield. Molecular weight [M+H] + :1212.48.

[0103] Example 10: Synthesis of Pt19

[0104] Pt19 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 362 mg, with a yield of 31%. Molecular weight [M+H] + :1251.42.

[0105] Example 11: Synthesis of Pt24

[0106] Pt24 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 204 mg, in yield of 35%. Molecular weight [M+H] + :1475.68.

[0107] Example 12: Synthesis of Pt27

[0108] Pt27 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 295 mg, with a yield of 29%. Molecular weight [M+H] + :1268.58.

[0109] Example 13: Synthesis of Pt28

[0110] Pt28 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 412 mg, with a yield of 33%. Molecular weight [M+H] + :1238.53.

[0111] Example 14: Synthesis of Pt29

[0112] Pt29 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 463 mg, in 35% yield. Molecular weight [M+H] + :1041.39.

[0113] Example 15: Synthesis of Pt38

[0114] Pt38 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 324 mg, with a yield of 36%. Molecular weight [M+H] + :1248.48.

[0115] Example 16: Synthesis of Pt40

[0116] Pt40 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 332 mg, with a yield of 39%. Molecular weight [M+H] + :1402.67.

[0117] Example 17: Synthesis of Pt49

[0118] Pt49 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 631 mg, with a yield of 28%. Molecular weight [M+H] + :1422.64.

[0119] Example 18: Synthesis of Pt51

[0120] Pt51 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 502 mg, with a yield of 38%. Molecular weight [M+H] + :1366.56.

[0121] Example 19: Synthesis of Pt56

[0122] Pt56 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 435 mg, in yield of 32%. Molecular weight [M+H] + :1241.55.

[0123] Example 20: Synthesis of Pt63

[0124] Pt63 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 468 mg, with a yield of 36%. Molecular weight [M+H] + :999.33.

[0125] Example 21: Synthesis of Pt77

[0126] Pt77 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 370 mg, in 30% yield. Molecular weight [M+H] + :1230.56.

[0127] Example 22: Synthesis of Pt80

[0128] Pt80 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 475 mg, with a yield of 29%. Molecular weight [M+H] + :1140.42.

[0129] Example 23: Synthesis of Pt89

[0130] Pt89 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 433 mg, with a yield of 36%. Molecular weight [M+H] + :1030.40.

[0131] Example 24: Synthesis of Pt94

[0132] Pt94 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 401 mg, with a yield of 38%. Molecular weight [M+H]+ :1055.38.

[0133] Example 25: Synthesis of Pt105

[0134] Pt105 was synthesized following the same synthetic steps and reaction conditions as in Example 1. The target product was obtained as a yellow solid, 475 mg, in yield of 41%. Molecular weight [M+H] + :1233.58.

[0135] Example 26: Synthesis of Pt107

[0136] Pt107 was synthesized following the same synthetic steps and reaction conditions as described in Example 1. The target product was obtained as a yellow solid, 523 mg, with a yield of 36%. Molecular weight [M+H] + :1295.49.

[0137] Example 27: Synthesis of Pt109

[0138] Pt109 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 586 mg, with a yield of 37%. Molecular weight [M+H] + :1269.58.

[0139] Example 28: Synthesis of Pt113

[0140] Pt113 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 309 mg, with a yield of 26%. Molecular weight [M+H] + :1055.41.

[0141] Example 29: Synthesis of Pt115

[0142] Pt115 was synthesized following the same synthetic steps and reaction conditions as in Example 1. The target product was obtained as a yellow solid, 471 mg, with a yield of 38%. Molecular weight [M+H] + :1243.55.

[0143] Example 30: Synthesis of Pt119

[0144] Pt119 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 462 mg, with a yield of 36%. Molecular weight [M+H] + :1456.79.

[0145] Example 31: Synthesis of Pt123

[0146] Pt123 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 518 mg, in yield of 41%. Molecular weight [M+H] + :1324.53.

[0147] Example 32: Synthesis of Pt124

[0148] Pt124 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 402 mg, in 32% yield. Molecular weight [M+H] + :1590.82.

[0149] Example 33: Synthesis of Pt126

[0150] Pt126 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 464 mg, in 34% yield. Molecular weight [M+H] + :1310.50.

[0151] Example 34: Synthesis of Pt130

[0152] Pt130 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 390 mg, in yield of 31%. Molecular weight [M+H] + :1188.41.

[0153] Example 35: Synthesis of Pt132

[0154] Pt132 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 439 mg, with a yield of 37%. Molecular weight [M+H] + :1456.59.

[0155] Example 36: Synthesis of Pt134

[0156] Pt134 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 402 mg, in 33% yield. Molecular weight [M+H] + :1255.46.

[0157] Example 37: Synthesis of Pt139

[0158] Pt139 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 392 mg, with a yield of 27%. Molecular weight [M+H] + :1436.66.

[0159] Example 38: Synthesis of Pt140

[0160] Pt140 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 196 mg, in yield of 34%. Molecular weight [M+H] + :1408.62.

[0161] Example 39: Synthesis of Pt144

[0162] Pt144 was synthesized following the synthetic steps and reaction conditions of compound Pt1 in Example 1. The target product was obtained as a yellow solid, 338 mg, in yield of 32%. Molecular weight [M+H] + :1013.36.

[0163] Example 40: Synthesis of Pt149

[0164] Pt149 was synthesized following the synthetic steps and reaction conditions of compound Pt1 in Example 1. The target product was obtained as a yellow solid, 412 mg, with a yield of 35%. Molecular weight [M+H] + :1301.52.

[0165] Example 41: Synthesis of Pt150

[0166] Pt150 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 515 mg, in yield of 28%. Molecular weight [M+H] + :1328.55.

[0167] Example 42: Synthesis of Pt152

[0168] Pt152 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 482 mg, in 36% yield. Molecular weight [M+H] + :1587.81.

[0169] Example 43: Synthesis of Pt154

[0170] Pt154 was synthesized following the synthetic steps and reaction conditions of compound Pt1 in Example 1. The target product was obtained as a yellow solid, 333 mg, in yield of 31%. Molecular weight [M+H] + :1350.53.

[0171] Example 44: Synthesis of Pt158

[0172] Pt158 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 390 mg, in yield of 33%. Molecular weight [M+H] + :1228.46.

[0173] Example 45: Synthesis of Pt167

[0174] Pt167 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 315 mg, with a yield of 29%. Molecular weight [M+H] + :1433.62.

[0175] Example 46: Synthesis of Pt177

[0176] Pt177 was synthesized following the synthetic steps and reaction conditions of compound Pt1 in Example 12. The target product was obtained as a yellow solid, 375 mg, with a yield of 28%. Molecular weight [M+H] + :1315.54.

[0177] Example 47: Synthesis of Pt183

[0178] Pt183 was synthesized following the synthetic steps and reaction conditions of compound Pt1 in Example 12. The target product was obtained as a yellow solid, 415 mg, with a yield of 31%. Molecular weight [M+H] + :1528.60.

[0179] Example 48: Synthesis of Pt187

[0180] Pt187 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 391 mg, in 35% yield. Molecular weight [M+H] + :1489.51.

[0181] Example 49: Synthesis of Pt191

[0182] Pt191 was synthesized following the synthetic steps and reaction conditions of compound Pt1 in Example 1. The target product was obtained as a yellow solid, 462 mg, with a yield of 37%. Molecular weight [M+H] + :1471.65.

[0183] Example 50: Synthesis of Pt193

[0184] Pt193 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 481 mg, with a yield of 36%. Molecular weight [M+H] + :1217.55.

[0185] Example 51: Synthesis of Pt196

[0186] Pt196 was synthesized following the same synthetic steps and reaction conditions as compound Pt1 in Example 1. The target product was obtained as a yellow solid, 427 mg, with a yield of 38%. Molecular weight [M+H] + :1409.66.

[0187] Figure 1 is a comparison of the three-dimensional (3D) molecular spatial structures of the comparative compound PtON-TBBI and the compound of general formula (I) of this invention. As can be seen from Figure 1, compared with the conventional planar Pt(II) complex PtON-TBBI molecule, the compound of general formula (I) of this invention has a distinct 3D stereostructure. The structure of the comparative compound PtON-TBBI is shown below:

[0188] Theoretical calculations demonstrate that the geometry of the ground-state (S0) molecule was optimized using density functional theory (DFT). DFT calculations were performed using the B3LYP functional, with the C, H, O, and N atoms using the 6-31G(d) basis set and the Pt atom using the LANL2DZ basis set. Figure 2 shows the electron and hole diagrams of the T1 excited states of some of the metal complexes of this invention. As can be seen from Figure 2, the introduction of sterically hindered discene into the carbazole moiety suppresses interactions between molecules or between the material molecule and the host molecule, resulting in a low emission shoulder peak and improved luminescence color purity, while also contributing to the improvement of the material's luminescence quantum efficiency. The introduction of substituents into the carbene ring in the upper left corner effectively reduces the conjugation of the benzene ring with the carbene ring system, preventing a large redshift in the emission spectrum, and also reduces the free rotation of the benzene ring, further contributing to the improvement of the material's luminescence quantum efficiency.

[0189] Photophysical properties:

[0190] Table 1. Photophysical properties of some metal complexes in dichloromethane solution

[0191] Figure 3 shows a comparison of the room-temperature emission spectra of compounds Pt5 and R1 in dichloromethane solution, and Figure 4 shows a comparison of the room-temperature emission spectra of compounds Pt6 and R1 in dichloromethane solution. As can be seen from Table 1, Figures 3 and 4, the complexes provided by this invention, by introducing sterically hindered discene into the carbazole moiety, expand the conjugated system, increase the distribution of locally excited states, significantly lower the emission shoulder peak, narrow the half-maximum width, and exhibit higher color purity.

[0192] Manufacturing of OLED devices:

[0193] As a reference fabrication method for a device embodiment, this invention involves depositing p-doped material onto the surface or anode of an ITO glass with a light-emitting area of ​​2 mm × 2 mm, or co-evaporating the p-doped material with a hole injection material at a concentration of 1% to 50% to form a 5-100 nm hole injection layer (HIL) and a 5-200 nm hole transport layer (HTL). Subsequently, a 10-100 nm light-emitting layer (EML) (which may contain the compound described in this invention) is formed on the hole transport layer, followed by a 20-200 nm electron transport layer (ETL) and a 50-200 nm cathode. If necessary, an electron blocking layer (EBL) is added between the HTL and EML layers, and an electron injection layer (EIL) is added between the ETL and the cathode, thereby fabricating an OLED device. The OLED is then tested using standard methods. Unless otherwise specified, the device materials involved in this invention can be obtained using known synthesis methods.

[0194] In a preferred embodiment, the structure of the device Example 1 provided by the present invention is: ITO / P-4 (10nm) / NPD (60nm) / HTH-85 (5nm) / platinum (II) complex:HTH-85:ETH-45 (25nm) (Pt6:HTH-85:ETH-45 mass ratio is 10:60:30) / ETH-5 (5nm) / ET-14 (40nm) / Liq (1nm) / Al (100nm).

[0195] Device Examples 2-41 and Comparative Example 1 were prepared using structures similar to those in Device Example 1, the only difference being that the compound Pt6 in Device Example 1 was replaced with the compound listed in Table 3. The luminescence properties of the comparative examples and each device example were tested using standard methods, and the data are shown in Table 2. The device structural formulas involved are as follows: where P-4 is HATCN and ET-14 is BPyTP.

[0196] Table 2. Device luminescence characteristic data table

[0197] As shown in Table 2, compared with Comparative Example 1, Device Examples 1-41 prepared in this application exhibit excellent device performance in terms of driving voltage, current efficiency, and device lifetime; in addition, the color purity of the devices is also greatly improved. The performance improvement of each device example is based on the fact that the specific compound material of this invention has a small emission shoulder and better electron transport capability. It can be seen that using the complex of this invention as the light-emitting layer material to prepare electronic devices can reduce the driving voltage while achieving higher current efficiency, device lifetime, and color purity. This indicates that the compound provided by this invention has certain commercial application value. Furthermore, all the devices prepared by this invention are deep blue light devices.

[0198] In a preferred embodiment, the present invention provides a top-emitting device D1, wherein the device D1 adopts the following device structure: ITO / HT-1:P-5(97:3) / HT-1(126nm) / p-host(5nm) / p-host:ETH-45:Pt6(60:32:8,350nm) / mSiTRz(5nm) / ET-1:Liq(50:50,30nm) / Yb(1nm) / Ag(14nm) / CPL(60nm); In contrast, device D-R1 uses PtON-TBBI to replace Pt6 in device D1; the data is shown in Table 3. The relevant device material structure is as follows:

[0199] Table 3. Top-Emitting Device Characteristic Data Sheet

[0200] As shown in Table 3, compared with PtON-TBBI, the compound Pt6 of this invention, as a deep blue light-emitting material, exhibits significant improvements in emission spectrum half-width, color purity, external quantum efficiency, blue light index, and lifetime; simultaneously, it achieves high brightness (1000 cd / m²). 2 The driving voltage was also significantly reduced. This indicates that the deep blue light-emitting material of this invention has great application potential.

[0201] The applicant declares that the above description is only a specific embodiment of the present invention, but the protection scope of the present invention is not limited thereto. Those skilled in the art should understand that any changes or substitutions that can be easily conceived by those skilled in the art within the technical scope disclosed in the present invention fall within the protection and disclosure scope of the present invention.

Claims

1. A tetradentate platinum(II) complex of dextrin, characterized in that, It has a general formula structure as shown in equation (I): In equation (I), R 1 –R 5 R a R b R x Each can be used independently to represent monosubstituted to the maximum amount of substitution, or no substitution. R 1 –R 5 Each of the following is independently selected from: hydrogen, deuterium, halogen, CN, substituted or unsubstituted C1–C30 alkyl, substituted or unsubstituted C3–C30 cycloalkyl, substituted or unsubstituted C3–C30 heterocycloalkyl, substituted or unsubstituted C6–C60 aryl, substituted or unsubstituted C6–C60 heteroaryl, substituted or unsubstituted C6–C60 diarylamino; and adjacent substituents may be linked to form a ring; R a and R b Each is selected from one or more of the following, either identically or differently: hydrogen, deuterium, halogen, CN, substituted or unsubstituted C1–C30 alkyl, substituted or unsubstituted C6–C60 aryl, substituted or unsubstituted C5–C60 heteroaryl, and C6–C60 diarylamino. R x Selected from one or more of deuterium, halogen, CN, substituted or unsubstituted C1–C30 alkyl, substituted or unsubstituted C3–C30 cycloalkyl, substituted or unsubstituted C3–C30 heterocycloalkyl, substituted or unsubstituted C6–C60 aryl, substituted or unsubstituted C6–C60 heteroaryl, substituted or unsubstituted C6–C60 alkylsilyl, substituted or unsubstituted C1–C30 dialkylamino, and substituted or unsubstituted C6–C60 diarylamino; R x It can fuse with the substituted phenyl group to form a ring; when R 1 –R 5 R a R b R x When a substitution is involved, the substituent is selected from one or more of deuterium, halogen, C1–C10 alkyl, C3–C10 cycloalkyl, and C6–C30 aryl.

2. The tetradentate platinum(II) complex of dextrin according to claim 1, characterized in that, R 1 –R 5 Each is independently selected from one or more of the following: hydrogen, deuterium, F, CF3, CN, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isohexyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, phenyl, biphenyl, tert-butylphenyl, carbazolyl, dibenzofuranyl, dibenzothiophene, diisopropylamino, diphenylamino, tetrahydropyrrolyl, piperidinyl.

3. The tetradentate platinum(II) complex of dextrin according to claim 1, characterized in that, R a and R b Each of the substituents is selected from one or more of the following: hydrogen, deuterium, methyl, ethyl, isopropyl, and tert-butyl; the hydrogen in the substituents described in formula (I) may be partially or completely deuterated.

4. The tetradentate platinum(II) complex of dextrin according to claim 1, characterized in that, R x It is selected from one or more combinations of deuterium, F, CF3, CN, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isonyl, sec-nonyl, tert-nonyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, tert-butylphenyl, fluorenyl, carbazolyl, N-phenyl-carbazolyl, dibenzofuranyl, dibenzothiophene, diisopropylamino, diphenylamino, tetrahydropyrrolyl, piperidinyl, methylindenyl, tetrahydronaphthyl, spirofluorenyl, diisopropylamino, and diphenylamino.

5. The tetradentate platinum(II) complex of dextrin according to claim 1, characterized in that, The R x It can be fused with the substituted phenyl group to form substituted or unsubstituted spirofluorenyl, substituted or unsubstituted carbazole, substituted or unsubstituted indene, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted carbazole, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl; when substituted, the substituted group is selected from one or more of deuterium, methyl, ethyl, isopropyl, tert-butyl, phenyl, tert-butylphenyl, and tetrahydronaphthyl.

6. The tetradentate platinum(II) complex of dextrin according to claim 1, characterized in that, The discene tetradentate platinum(II) complex is selected from any of the following chemical structures, where "D" represents deuterium and Ph represents phenyl:

7. The use of the tetradentate platinum(II) complex of dextrin according to any one of claims 1-6 in the preparation of electronic devices.

8. An organic electroluminescent device, characterized in that, The organic electroluminescent device comprises a cathode, an anode, and an organic functional layer between them; the organic functional layer contains the tetradentate platinum(II) complex of any one of claims 1-6.

9. The organic electroluminescent device according to claim 8, characterized in that, The organic functional layer includes a light-emitting layer, which contains the tetradentate platinum(II) complex of any one of claims 1-6.

10. An organic optoelectronic device, characterized in that, The organic optoelectronic device includes a substrate layer; a first electrode on the substrate; an organic light-emitting functional layer on the first electrode; and a second electrode on the organic light-emitting functional layer; wherein the organic light-emitting functional layer comprises the tetradentate platinum(II) complex of any one of claims 1-6.

11. The organic optoelectronic device according to claim 10, characterized in that, The organic light-emitting functional layer also contains a fluorescent dopant material, which is a boron-containing compound.

12. A composition, characterized in that, The composition comprises the tetradentate platinum(II) complex of any one of claims 1-6.

13. A formulation, characterized in that, The formulation comprises the tetradentate platinum(II) complex of any one of claims 1-6 and at least one solvent.

14. A display or lighting device, characterized in that, The device comprises one or more of the organic electroluminescent device of claim 8 or the organic optoelectronic device of claim 10.

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